JPH06292832A - 耐触媒毒性触媒及びそれを用いた反応方法 - Google Patents

耐触媒毒性触媒及びそれを用いた反応方法

Info

Publication number: JPH06292832A
Authority: JP; Japan
Prior art keywords: membrane; catalyst; catalytically active; reaction; poison
Prior art date: 1993-02-09
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Pending

Application number

JP6015198A

Other languages

English (en)

Japanese (ja)

Inventor

Wilhelm F Maier

ビルヘルム・エフ・マイヤー

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Studiengesellschaft Kohle gGmbH

Original Assignee

Studiengesellschaft Kohle gGmbH

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1993-02-09

Filing date

1994-02-09

Publication date

1994-10-21

1994-02-09 Application filed by Studiengesellschaft Kohle gGmbH filed Critical Studiengesellschaft Kohle gGmbH

1994-10-21 Publication of JPH06292832A publication Critical patent/JPH06292832A/ja

Status Pending legal-status Critical Current

Links

239000002574 poison Substances 0.000 title claims abstract description 32
231100000614 poison Toxicity 0.000 title claims abstract description 32
238000000034 method Methods 0.000 title claims abstract description 19
239000003054 catalyst Substances 0.000 title claims description 85
239000012528 membrane Substances 0.000 claims abstract description 152
238000006243 chemical reaction Methods 0.000 claims abstract description 59
239000000376 reactant Substances 0.000 claims abstract description 30
239000012535 impurity Substances 0.000 claims abstract description 11
239000000203 mixture Substances 0.000 claims abstract description 11
238000006555 catalytic reaction Methods 0.000 claims abstract description 10
229910052697 platinum Inorganic materials 0.000 claims abstract description 7
238000003980 solgel method Methods 0.000 claims abstract description 6
229910052763 palladium Inorganic materials 0.000 claims abstract description 5
239000002243 precursor Substances 0.000 claims abstract description 3
239000011148 porous material Substances 0.000 claims description 39
230000000607 poisoning effect Effects 0.000 claims description 19
231100000572 poisoning Toxicity 0.000 claims description 16
239000007788 liquid Substances 0.000 claims description 15
230000003197 catalytic effect Effects 0.000 claims description 11
229910052751 metal Inorganic materials 0.000 claims description 7
239000002184 metal Substances 0.000 claims description 7
230000009467 reduction Effects 0.000 claims description 6
229910044991 metal oxide Inorganic materials 0.000 claims description 5
150000004706 metal oxides Chemical class 0.000 claims description 5
229910018072 Al 2 O 3 Inorganic materials 0.000 claims description 4
229910004298 SiO 2 Inorganic materials 0.000 claims description 3
230000003647 oxidation Effects 0.000 claims description 3
238000007254 oxidation reaction Methods 0.000 claims description 3
238000005566 electron beam evaporation Methods 0.000 claims description 2
229910052742 iron Inorganic materials 0.000 claims description 2
229910052748 manganese Inorganic materials 0.000 claims description 2
229910052757 nitrogen Inorganic materials 0.000 claims description 2
239000012429 reaction media Substances 0.000 claims description 2
229910052703 rhodium Inorganic materials 0.000 claims description 2
229910052707 ruthenium Inorganic materials 0.000 claims description 2
229910052720 vanadium Inorganic materials 0.000 claims description 2
229910052741 iridium Inorganic materials 0.000 claims 1
229910052746 lanthanum Inorganic materials 0.000 claims 1
229910052750 molybdenum Inorganic materials 0.000 claims 1
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract description 9
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 6
239000012466 permeate Substances 0.000 abstract description 5
239000012495 reaction gas Substances 0.000 abstract description 4
229910052759 nickel Inorganic materials 0.000 abstract description 2
230000001590 oxidative effect Effects 0.000 abstract description 2
239000012982 microporous membrane Substances 0.000 abstract 2
229910052681 coesite Inorganic materials 0.000 abstract 1
229910052906 cristobalite Inorganic materials 0.000 abstract 1
238000009877 rendering Methods 0.000 abstract 1
239000000377 silicon dioxide Substances 0.000 abstract 1
235000012239 silicon dioxide Nutrition 0.000 abstract 1
229910052682 stishovite Inorganic materials 0.000 abstract 1
229910052905 tridymite Inorganic materials 0.000 abstract 1
238000005984 hydrogenation reaction Methods 0.000 description 51
239000010408 film Substances 0.000 description 40
238000007792 addition Methods 0.000 description 32
FXNFFCMITPHEIT-UHFFFAOYSA-N Ethyl 10-undecenoate Chemical compound CCOC(=O)CCCCCCCCC=C FXNFFCMITPHEIT-UHFFFAOYSA-N 0.000 description 30
LLCXJIQXTXEQID-UHFFFAOYSA-N 1,2,3,4,5,6,7,8-octahydroacridine Chemical compound C1CCCC2=C1N=C1CCCCC1=C2 LLCXJIQXTXEQID-UHFFFAOYSA-N 0.000 description 28
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 21
239000001257 hydrogen Substances 0.000 description 21
229910052739 hydrogen Inorganic materials 0.000 description 21
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 18
238000002474 experimental method Methods 0.000 description 18
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 16
239000000463 material Substances 0.000 description 14
WTTJVINHCBCLGX-UHFFFAOYSA-N (9trans,12cis)-methyl linoleate Natural products CCCCCC=CCC=CCCCCCCCC(=O)OC WTTJVINHCBCLGX-UHFFFAOYSA-N 0.000 description 12
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
WTTJVINHCBCLGX-NQLNTKRDSA-N methyl linoleate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC WTTJVINHCBCLGX-NQLNTKRDSA-N 0.000 description 12
238000002360 preparation method Methods 0.000 description 11
238000003756 stirring Methods 0.000 description 11
238000000576 coating method Methods 0.000 description 10
IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 10
230000000694 effects Effects 0.000 description 10
239000011248 coating agent Substances 0.000 description 9
238000004519 manufacturing process Methods 0.000 description 9
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 8
RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 8
229910001928 zirconium oxide Inorganic materials 0.000 description 8
229910010413 TiO 2 Inorganic materials 0.000 description 7
239000000758 substrate Substances 0.000 description 7
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
238000009826 distribution Methods 0.000 description 6
239000003517 fume Substances 0.000 description 6
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 6
238000010992 reflux Methods 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
239000007789 gas Substances 0.000 description 5
239000011521 glass Substances 0.000 description 5
238000006722 reduction reaction Methods 0.000 description 5
-1 C 6 hydrocarbons Chemical class 0.000 description 4
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 4
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
230000008859 change Effects 0.000 description 4
239000002638 heterogeneous catalyst Substances 0.000 description 4
229910017604 nitric acid Inorganic materials 0.000 description 4
238000000926 separation method Methods 0.000 description 4
229910052814 silicon oxide Inorganic materials 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
229910052782 aluminium Inorganic materials 0.000 description 3
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000006356 dehydrogenation reaction Methods 0.000 description 3
238000001035 drying Methods 0.000 description 3
238000004817 gas chromatography Methods 0.000 description 3
239000003921 oil Substances 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
239000004743 Polypropylene Substances 0.000 description 2
150000004996 alkyl benzenes Chemical class 0.000 description 2
238000009835 boiling Methods 0.000 description 2
OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 2
235000019864 coconut oil Nutrition 0.000 description 2
239000003240 coconut oil Substances 0.000 description 2
UZILCZKGXMQEQR-UHFFFAOYSA-N decyl-Benzene Chemical compound CCCCCCCCCCC1=CC=CC=C1 UZILCZKGXMQEQR-UHFFFAOYSA-N 0.000 description 2
238000009792 diffusion process Methods 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229910010272 inorganic material Inorganic materials 0.000 description 2
239000011147 inorganic material Substances 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
239000002808 molecular sieve Substances 0.000 description 2
229940094933 n-dodecane Drugs 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
229920001155 polypropylene Polymers 0.000 description 2
230000008569 process Effects 0.000 description 2
ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
230000000717 retained effect Effects 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
230000001629 suppression Effects 0.000 description 2
231100000419 toxicity Toxicity 0.000 description 2
230000001988 toxicity Effects 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
LBNXAWYDQUGHGX-UHFFFAOYSA-N 1-Phenylheptane Chemical compound CCCCCCCC1=CC=CC=C1 LBNXAWYDQUGHGX-UHFFFAOYSA-N 0.000 description 1
FYELSNVLZVIGTI-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-5-ethylpyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1CC)CC(=O)N1CC2=C(CC1)NN=N2 FYELSNVLZVIGTI-UHFFFAOYSA-N 0.000 description 1
XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
229910052684 Cerium Inorganic materials 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 description 1
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
230000009471 action Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 description 1
PBZJABRHZRYANY-UHFFFAOYSA-K aluminum;2-methylpropanoate Chemical compound [Al+3].CC(C)C([O-])=O.CC(C)C([O-])=O.CC(C)C([O-])=O PBZJABRHZRYANY-UHFFFAOYSA-K 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
229910052797 bismuth Inorganic materials 0.000 description 1
JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
239000001273 butane Substances 0.000 description 1
HSVPRYWNEODRGU-UHFFFAOYSA-J butanoate;zirconium(4+) Chemical compound [Zr+4].CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O HSVPRYWNEODRGU-UHFFFAOYSA-J 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
238000012824 chemical production Methods 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
239000000109 continuous material Substances 0.000 description 1
238000006352 cycloaddition reaction Methods 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000007872 degassing Methods 0.000 description 1
238000013461 design Methods 0.000 description 1
238000010586 diagram Methods 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
238000003618 dip coating Methods 0.000 description 1
KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
239000003925 fat Substances 0.000 description 1
235000019197 fats Nutrition 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000010304 firing Methods 0.000 description 1
235000021323 fish oil Nutrition 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
230000002779 inactivation Effects 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
235000020778 linoleic acid Nutrition 0.000 description 1
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000005374 membrane filtration Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
239000011224 oxide ceramic Substances 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
230000035699 permeability Effects 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
LMHHRCOWPQNFTF-UHFFFAOYSA-N s-propan-2-yl azepane-1-carbothioate Chemical compound CC(C)SC(=O)N1CCCCCC1 LMHHRCOWPQNFTF-UHFFFAOYSA-N 0.000 description 1
238000005070 sampling Methods 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
ABKQFSYGIHQQLS-UHFFFAOYSA-J sodium tetrachloropalladate Chemical compound [Na+].[Na+].Cl[Pd+2](Cl)(Cl)Cl ABKQFSYGIHQQLS-UHFFFAOYSA-J 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B35/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving a change in the type of bonding between two carbon atoms already directly linked
- C07B35/02—Reduction
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/18—Stationary reactors having moving elements inside
- B01J19/1893—Membrane reactors
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/50—Catalysts, in general, characterised by their form or physical properties characterised by their shape or configuration
- B01J35/58—Fabrics or filaments
- B01J35/59—Membranes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
- B01J2219/00087—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
- B01J2219/00101—Reflux columns
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
- B01J2219/00105—Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling
- B01J2219/00112—Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling involving reactant solids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Separation Using Semi-Permeable Membranes (AREA)

JP6015198A 1993-02-09 1994-02-09 耐触媒毒性触媒及びそれを用いた反応方法 Pending JPH06292832A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE4303610-4		1993-02-09
DE4303610A DE4303610A1 (de)	1993-02-09	1993-02-09	Verfahren zur Herstellung von vergiftungsfesten Katalysatoren

Publications (1)

Publication Number	Publication Date
JPH06292832A true JPH06292832A (ja)	1994-10-21

Family

ID=6479892

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP6015198A Pending JPH06292832A (ja)	1993-02-09	1994-02-09	耐触媒毒性触媒及びそれを用いた反応方法

Country Status (6)

Country	Link
US (2)	US5492873A (de)
EP (1)	EP0610820B1 (de)
JP (1)	JPH06292832A (de)
AT (1)	ATE196105T1 (de)
CA (1)	CA2115200C (de)
DE (2)	DE4303610A1 (de)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6232253B1 (en) *	1994-09-23	2001-05-15	Ford Global Technologies, Inc.	Sol-gel alumina membrane for lean NOx catalysts and method of making same
US5620669A (en) *	1995-08-15	1997-04-15	W. L. Gore & Associates, Inc.	Catalytic filter material and method of making same
DE19637365A1 (de) *	1996-09-13	1998-03-19	Studiengesellschaft Kohle Mbh	Verwendung von mikroporösen anorganischen Membrankatalysatoren
DE10064622B4 (de) *	2000-12-22	2006-03-30	Venezia Tecnologie S.P.A., Porto Marghera	Verfahren und katalytischer Kontaktor zur Entfernung von Nitrat, Nitrit, Perchlorat und anderen schädlichen Verbindungen aus verunreinigtem Wasser durch Wasserstoff
DE102004046310A1 (de) *	2004-09-24	2006-04-06	Forschungszentrum Jülich GmbH	Vorrichtung zur Gasseparation sowie Verfahren zur Herstellung einer solchen Vorrichtung
DE102005010213A1 (de) *	2005-03-05	2006-09-07	Bayer Technology Services Gmbh	Katalytisch aktiver Membranporendurchflussreaktor zur Umsetzung von organischen Verbindungen
US9463495B2 (en) *	2009-02-26	2016-10-11	University Of Kansas	Laboratory fume hood system having recessed heat exchanger system
US20110150713A1 (en) *	2009-12-17	2011-06-23	Bin Wen	Catalytic membrane for biodiesel production

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4388479A (en) *	1981-04-09	1983-06-14	Gryaznov Vladimir M	Process for producing C4 -C10 ethylene alcohols
US4786597A (en) *	1981-04-15	1988-11-22	University Patents, Inc.	Method and apparatus for conducting catalytic reactions with simultaneous product separation and recovery
JPS62160121A (ja) *	1985-12-28	1987-07-16	Ngk Insulators Ltd	多孔質隔膜
GB8609249D0 (en) *	1986-04-16	1986-05-21	Alcan Int Ltd	Anodic oxide membrane catalyst support
US5030351A (en) *	1989-06-09	1991-07-09	Massachusetts Institute Of Technology	Process for the preparation of a binary membrane top layer
CA2027678C (en) *	1989-10-23	2002-05-28	Marc A. Anderson	Metal oxide porous ceramic membranes with small pore sizes
DE69200079T2 (de) *	1991-01-23	1994-07-07	Unichema Chemie Bv	Herstellung von Hydrogenierungskatalysatoren.
DE4117284A1 (de) *	1991-05-27	1992-12-03	Studiengesellschaft Kohle Mbh	Verfahren zur herstellung von mikroporoesen keramikmembranen fuer die trennung von gas- und fluessigkeitsgemischen
US5268101A (en) *	1991-10-08	1993-12-07	Anderson Marc A	Microprobes aluminosilicate ceramic membranes
US5183788A (en) *	1991-10-10	1993-02-02	Exxon Research And Engineering Company	Modular surface catalyzed membrane containing a microporous membrane catalyst layer and transport layer

1993
- 1993-02-09 DE DE4303610A patent/DE4303610A1/de not_active Withdrawn
1994
- 1994-02-04 DE DE69425767T patent/DE69425767T2/de not_active Expired - Fee Related
- 1994-02-04 US US08/191,836 patent/US5492873A/en not_active Expired - Fee Related
- 1994-02-04 AT AT94101687T patent/ATE196105T1/de not_active IP Right Cessation
- 1994-02-04 EP EP94101687A patent/EP0610820B1/de not_active Expired - Lifetime
- 1994-02-08 CA CA002115200A patent/CA2115200C/en not_active Expired - Fee Related
- 1994-02-09 JP JP6015198A patent/JPH06292832A/ja active Pending
1995
- 1995-11-03 US US08/552,712 patent/US5559259A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
DE4303610A1 (de)	1994-08-11
EP0610820A1 (de)	1994-08-17
CA2115200A1 (en)	1994-08-10
ATE196105T1 (de)	2000-09-15
DE69425767D1 (de)	2000-10-12
US5559259A (en)	1996-09-24
CA2115200C (en)	1999-04-06
DE69425767T2 (de)	2001-06-13
EP0610820B1 (de)	2000-09-06
US5492873A (en)	1996-02-20

Publication	Publication Date	Title
US6121187A (en)	2000-09-19	Amorphous, microporous mixed oxide catalysts with controlled surface polarity for selective heterogeneous catalysis, adsorption and material separation
Muto et al.	1996	Complete oxidation of methane on supported palladium catalyst: Support effect
EP1154836B1 (de)	2006-10-11	Membran auf basis von silizium selektiert gegenüber wasserstoff
CN110860284B (zh)	2021-04-02	一种负载型催化剂及其制备方法和应用
CN103619470A (zh)	2014-03-05	用于在载体氧化物上沉积金属的方法
CN1053596A (zh)	1991-08-07	用co2转化轻质烃制造合成气的催化系统和方法
JPH06292832A (ja)	1994-10-21	耐触媒毒性触媒及びそれを用いた反応方法
Jiang et al.	2014	Insights into membrane fouling of a side-stream ceramic membrane reactor for phenol hydroxylation over ultrafine TS-1
CN107303468A (zh)	2017-10-31	借助含铂氧化催化剂从气体混合物中除去可氧化气态化合物的方法
US7361625B2 (en)	2008-04-22	Photocatalyst producing method, photocatalyst, and gas purifier
Vergunst et al.	1998	Carbon coating of ceramic monolithic substrates
WO2021156571A1 (fr)	2021-08-12	Nanoparticules d'oxydes metalliques supportees sur des mousses de verre et/ou de vitroceramique et leur utilisation en catalyse heterogene en phases gazeuse et/ou liquide
Deng et al.	1995	Catalytic dehydrogenation of ethanol in a metal-modified alumina membrane reactor
CN105873678A (zh)	2016-08-17	用于氨氧化的催化剂
CN113042039A (zh)	2021-06-29	一种钯基催化剂、其制备方法及应用
WO2005084805A1 (en)	2005-09-15	Improved catalyzed method for forming products froma liquid reactant
JP2008207161A (ja)	2008-09-11	空気浄化材製造方法および空気浄化材および空気浄化装置および空気浄化方法
JP2022045196A (ja)	2022-03-18	触媒の製造方法、及び触媒、並びに３－ヒドロキシ－３－メチルブタン酸の製造方法
CN101031352A (zh)	2007-09-05	用于气体分离的装置和用于制备该装置的方法
WO2004018099A1 (ja)	2004-03-04	一体型反応性多孔質担体の製造方法
JP2005255428A (ja)	2005-09-22	錯体複合材料及びその製造方法
JP4341915B2 (ja)	2009-10-14	水素分離材及びその製造方法
JP3861645B2 (ja)	2006-12-20	水素分離膜の製造法
US9463428B2 (en)	2016-10-11	Palladium-based catalyst and support systems
JP2002226282A (ja)	2002-08-14	形態転写材の製造方法